NPASS drugs

Drug Information

Drug ID:	NPD3679
Drug Name:	lavoltidine
Molecular Formula:	C19H29N5O2
Canonical SMILES:	OCc1[nH]n(c(=NCCCOc2cccc(c2)CN2CCCCC2)n1)C
Standard InCHI:	InChI=1S/C19H29N5O2/c1-23-19(21-18(15-25)22-23)20-9-6-12-26-17-8-5-7-16(13-17)14-24-10-3-2-4-11-24/h5,7-8,13,25H,2-4,6,9-12,14-15H2,1H3,(H,20,21,22)
Standard InCHIKey:	VTLNPNNUIJHJQB-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3679

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	159
0.1-0.2	1331
0.2-0.3	8738
0.3-0.4	4275
0.4-0.5	10605
0.5-0.6	5154
0.6-0.7	615
0.7-0.8	13
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7718	NPC471306
Intermediate Similarity	0.7718	NPC471321
Intermediate Similarity	0.723	NPC53596
Intermediate Similarity	0.723	NPC289330
Intermediate Similarity	0.723	NPC17388
Intermediate Similarity	0.723	NPC471308
Intermediate Similarity	0.723	NPC160120
Intermediate Similarity	0.72	NPC471315
Intermediate Similarity	0.72	NPC471314
Intermediate Similarity	0.7152	NPC217277
Intermediate Similarity	0.7006	NPC274026
Intermediate Similarity	0.7006	NPC13397
Intermediate Similarity	0.7	NPC263835
Remote Similarity	0.6982	NPC315257
Remote Similarity	0.6981	NPC237227
Remote Similarity	0.6909	NPC130926
Remote Similarity	0.6899	NPC97870
Remote Similarity	0.6899	NPC307123
Remote Similarity	0.6899	NPC247018
Remote Similarity	0.6859	NPC172403
Remote Similarity	0.6824	NPC82285
Remote Similarity	0.6824	NPC133011
Remote Similarity	0.6821	NPC92191
Remote Similarity	0.6821	NPC59028
Remote Similarity	0.681	NPC189724
Remote Similarity	0.681	NPC212850
Remote Similarity	0.681	NPC83289
Remote Similarity	0.6792	NPC274732
Remote Similarity	0.679	NPC231163
Remote Similarity	0.679	NPC318591
Remote Similarity	0.6772	NPC160193
Remote Similarity	0.675	NPC160692
Remote Similarity	0.6731	NPC141739
Remote Similarity	0.6731	NPC136112
Remote Similarity	0.6731	NPC320242
Remote Similarity	0.673	NPC255550
Remote Similarity	0.673	NPC308885
Remote Similarity	0.6711	NPC256369
Remote Similarity	0.6706	NPC47672
Remote Similarity	0.6687	NPC253429
Remote Similarity	0.6687	NPC93882
Remote Similarity	0.6687	NPC130595
Remote Similarity	0.6667	NPC321133
Remote Similarity	0.6667	NPC62101
Remote Similarity	0.6667	NPC95733
Remote Similarity	0.6667	NPC245974
Remote Similarity	0.6647	NPC207824
Remote Similarity	0.6647	NPC247298
Remote Similarity	0.6647	NPC60538
Remote Similarity	0.6646	NPC313737
Remote Similarity	0.6646	NPC285078
Remote Similarity	0.6646	NPC6854
Remote Similarity	0.6628	NPC148898
Remote Similarity	0.6627	NPC476151
Remote Similarity	0.6626	NPC131204
Remote Similarity	0.6626	NPC301050
Remote Similarity	0.661	NPC124433
Remote Similarity	0.661	NPC293871
Remote Similarity	0.6609	NPC147091
Remote Similarity	0.6607	NPC185838
Remote Similarity	0.6606	NPC314682
Remote Similarity	0.6605	NPC218530
Remote Similarity	0.6603	NPC328267
Remote Similarity	0.6603	NPC211218
Remote Similarity	0.6593	NPC49353
Remote Similarity	0.659	NPC2295
Remote Similarity	0.659	NPC477564
Remote Similarity	0.659	NPC233926
Remote Similarity	0.6588	NPC76412
Remote Similarity	0.6587	NPC78530
Remote Similarity	0.6585	NPC471316
Remote Similarity	0.6582	NPC301713
Remote Similarity	0.6571	NPC78359
Remote Similarity	0.6571	NPC65490
Remote Similarity	0.6571	NPC40389
Remote Similarity	0.6571	NPC129603
Remote Similarity	0.6571	NPC148014
Remote Similarity	0.6571	NPC315707
Remote Similarity	0.657	NPC76213
Remote Similarity	0.657	NPC277669
Remote Similarity	0.6566	NPC328750
Remote Similarity	0.6566	NPC188163
Remote Similarity	0.6566	NPC213206
Remote Similarity	0.6566	NPC474915
Remote Similarity	0.6554	NPC95977
Remote Similarity	0.655	NPC103379
Remote Similarity	0.655	NPC477565
Remote Similarity	0.6548	NPC294249
Remote Similarity	0.6541	NPC251571
Remote Similarity	0.6534	NPC22014
Remote Similarity	0.6533	NPC26524
Remote Similarity	0.6529	NPC191376
Remote Similarity	0.6529	NPC321505
Remote Similarity	0.6529	NPC277857
Remote Similarity	0.6529	NPC179825
Remote Similarity	0.6529	NPC115144
Remote Similarity	0.6524	NPC416184
Remote Similarity	0.6524	NPC7018
Remote Similarity	0.6519	NPC29477
Remote Similarity	0.6517	NPC475393
Remote Similarity	0.6514	NPC160931
Remote Similarity	0.6514	NPC37205
Remote Similarity	0.651	NPC166837
Remote Similarity	0.6509	NPC110337
Remote Similarity	0.6506	NPC168861
Remote Similarity	0.65	NPC155838
Remote Similarity	0.65	NPC85482
Remote Similarity	0.6497	NPC18402
Remote Similarity	0.6494	NPC43275
Remote Similarity	0.6494	NPC156311
Remote Similarity	0.6491	NPC24233
Remote Similarity	0.6491	NPC246587
Remote Similarity	0.6491	NPC476571
Remote Similarity	0.6491	NPC135538
Remote Similarity	0.6491	NPC428
Remote Similarity	0.6491	NPC147390
Remote Similarity	0.6488	NPC135349
Remote Similarity	0.6486	NPC172046
Remote Similarity	0.6485	NPC204848
Remote Similarity	0.6485	NPC41473
Remote Similarity	0.6485	NPC312770
Remote Similarity	0.6485	NPC160607
Remote Similarity	0.6485	NPC14600
Remote Similarity	0.6481	NPC470392
Remote Similarity	0.6481	NPC471953
Remote Similarity	0.6477	NPC475326
Remote Similarity	0.6467	NPC204546
Remote Similarity	0.646	NPC195749
Remote Similarity	0.646	NPC35961
Remote Similarity	0.646	NPC52029
Remote Similarity	0.6453	NPC258222
Remote Similarity	0.6452	NPC326232
Remote Similarity	0.6447	NPC303370
Remote Similarity	0.6446	NPC36434
Remote Similarity	0.6442	NPC169766
Remote Similarity	0.6438	NPC153990
Remote Similarity	0.6438	NPC186898
Remote Similarity	0.6433	NPC106295
Remote Similarity	0.6433	NPC51957
Remote Similarity	0.6433	NPC16107
Remote Similarity	0.6433	NPC210437
Remote Similarity	0.6433	NPC298486
Remote Similarity	0.6433	NPC476144
Remote Similarity	0.6425	NPC233650
Remote Similarity	0.642	NPC247639
Remote Similarity	0.642	NPC25084
Remote Similarity	0.642	NPC114102
Remote Similarity	0.642	NPC29647
Remote Similarity	0.6407	NPC298821
Remote Similarity	0.6404	NPC249274
Remote Similarity	0.6404	NPC215829
Remote Similarity	0.6404	NPC205167
Remote Similarity	0.6404	NPC97072
Remote Similarity	0.6402	NPC217294
Remote Similarity	0.64	NPC21890
Remote Similarity	0.64	NPC292003
Remote Similarity	0.6395	NPC470935
Remote Similarity	0.6395	NPC471032
Remote Similarity	0.6395	NPC475959
Remote Similarity	0.6395	NPC7467
Remote Similarity	0.6393	NPC108434
Remote Similarity	0.6393	NPC475215
Remote Similarity	0.6391	NPC128019
Remote Similarity	0.6391	NPC476567
Remote Similarity	0.6391	NPC136860
Remote Similarity	0.6389	NPC134858
Remote Similarity	0.6386	NPC214988
Remote Similarity	0.6386	NPC193528
Remote Similarity	0.6384	NPC79328
Remote Similarity	0.638	NPC118419
Remote Similarity	0.638	NPC214869
Remote Similarity	0.6379	NPC476568
Remote Similarity	0.6378	NPC283999
Remote Similarity	0.6378	NPC70092
Remote Similarity	0.6375	NPC251466
Remote Similarity	0.6375	NPC218323
Remote Similarity	0.6374	NPC82533
Remote Similarity	0.6374	NPC290759
Remote Similarity	0.6374	NPC266176
Remote Similarity	0.6374	NPC158148
Remote Similarity	0.6369	NPC470925
Remote Similarity	0.6369	NPC247251
Remote Similarity	0.6369	NPC123761
Remote Similarity	0.6369	NPC254700
Remote Similarity	0.6368	NPC283207
Remote Similarity	0.6364	NPC184026
Remote Similarity	0.6364	NPC469817
Remote Similarity	0.6364	NPC78733
Remote Similarity	0.6364	NPC295691
Remote Similarity	0.6364	NPC127674
Remote Similarity	0.6364	NPC172765
Remote Similarity	0.6364	NPC278799
Remote Similarity	0.6364	NPC5238
Remote Similarity	0.6364	NPC204828
Remote Similarity	0.6364	NPC80129
Remote Similarity	0.6364	NPC276588
Remote Similarity	0.6364	NPC54379
Remote Similarity	0.6364	NPC193949
Remote Similarity	0.6364	NPC39701
Remote Similarity	0.6364	NPC207757

Drug Structure

NPD3679 OpenBabel08211703112D 28 30 0 0 0 0 0 0 0 0999 V2000 0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 -1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 -2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4727 0.7626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 1.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -0.5055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0605 -0.0464 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 2.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 -1.1215 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0550 0.0582 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 10 1 0 0 0 0 4 11 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 6 12 1 0 0 0 0 7 16 1 0 0 0 0 8 17 2 0 0 0 0 9 20 1 0 0 0 0 10 24 1 0 0 0 0 11 24 1 0 0 0 0 12 26 1 0 0 0 0 13 16 2 0 0 0 0 13 17 1 0 0 0 0 14 16 1 0 0 0 0 14 24 1 0 0 0 0 15 18 1 0 0 0 0 15 25 1 0 0 0 0 17 26 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 19 20 2 3 0 0 0 19 21 1 0 0 0 0 19 23 1 0 0 0 0 22 23 1 0 0 0 0 22 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000512
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	359.23
ALogP	-3.0999
MLogP	2.78
XLogP	1.436
HDA	6
HBD	2
Rotatable Bonds	10
TPSA	72.69
RO5 Violation	0